CA2028046A1 - Procedes de teinture des fibres keratiniques avec des amino, indoles, compositions et dispositifs de mise en oeuvre - Google Patents
Procedes de teinture des fibres keratiniques avec des amino, indoles, compositions et dispositifs de mise en oeuvreInfo
- Publication number
- CA2028046A1 CA2028046A1 CA002028046A CA2028046A CA2028046A1 CA 2028046 A1 CA2028046 A1 CA 2028046A1 CA 002028046 A CA002028046 A CA 002028046A CA 2028046 A CA2028046 A CA 2028046A CA 2028046 A1 CA2028046 A1 CA 2028046A1
- Authority
- CA
- Canada
- Prior art keywords
- indole
- amino
- composition
- fact
- group
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Abandoned
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 232
- 238000000034 method Methods 0.000 title claims abstract description 79
- 238000004043 dyeing Methods 0.000 title claims abstract description 41
- IHWDSEPNZDYMNF-UHFFFAOYSA-N 1H-indol-2-amine Chemical class C1=CC=C2NC(N)=CC2=C1 IHWDSEPNZDYMNF-UHFFFAOYSA-N 0.000 title claims abstract description 23
- 230000008569 process Effects 0.000 title claims abstract description 16
- 150000003839 salts Chemical class 0.000 claims abstract description 41
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 26
- 239000001257 hydrogen Substances 0.000 claims abstract description 26
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract description 26
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims abstract description 22
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 16
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims abstract description 12
- 125000002853 C1-C4 hydroxyalkyl group Chemical group 0.000 claims abstract description 5
- 125000005843 halogen group Chemical group 0.000 claims abstract 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 73
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 70
- -1 iodide ions Chemical class 0.000 claims description 53
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 claims description 39
- SIKJAQJRHWYJAI-UHFFFAOYSA-N Indole Chemical compound C1=CC=C2NC=CC2=C1 SIKJAQJRHWYJAI-UHFFFAOYSA-N 0.000 claims description 36
- 235000019441 ethanol Nutrition 0.000 claims description 36
- 239000002609 medium Substances 0.000 claims description 35
- 239000003795 chemical substances by application Substances 0.000 claims description 29
- 239000000835 fiber Substances 0.000 claims description 29
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 claims description 27
- 150000001875 compounds Chemical class 0.000 claims description 26
- 239000007800 oxidant agent Substances 0.000 claims description 26
- 102000011782 Keratins Human genes 0.000 claims description 25
- 108010076876 Keratins Proteins 0.000 claims description 25
- PZOUSPYUWWUPPK-UHFFFAOYSA-N indole Natural products CC1=CC=CC2=C1C=CN2 PZOUSPYUWWUPPK-UHFFFAOYSA-N 0.000 claims description 22
- RKJUIXBNRJVNHR-UHFFFAOYSA-N indolenine Natural products C1=CC=C2CC=NC2=C1 RKJUIXBNRJVNHR-UHFFFAOYSA-N 0.000 claims description 22
- 230000001590 oxidative effect Effects 0.000 claims description 21
- 239000002904 solvent Substances 0.000 claims description 19
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 16
- 150000001450 anions Chemical class 0.000 claims description 15
- 150000002826 nitrites Chemical class 0.000 claims description 15
- 238000004040 coloring Methods 0.000 claims description 14
- 239000002253 acid Substances 0.000 claims description 13
- 150000002431 hydrogen Chemical class 0.000 claims description 13
- 229910052751 metal Inorganic materials 0.000 claims description 13
- 239000002184 metal Substances 0.000 claims description 13
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 claims description 12
- 239000003755 preservative agent Substances 0.000 claims description 12
- MIMYTSWNVBMNRH-UHFFFAOYSA-N 1h-indol-6-amine Chemical compound NC1=CC=C2C=CNC2=C1 MIMYTSWNVBMNRH-UHFFFAOYSA-N 0.000 claims description 10
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims description 10
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 10
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 claims description 9
- IOVCWXUNBOPUCH-UHFFFAOYSA-M nitrite group Chemical group N(=O)[O-] IOVCWXUNBOPUCH-UHFFFAOYSA-M 0.000 claims description 9
- 239000011734 sodium Substances 0.000 claims description 9
- 229910052708 sodium Inorganic materials 0.000 claims description 9
- ZCBIFHNDZBSCEP-UHFFFAOYSA-N 1H-indol-5-amine Chemical compound NC1=CC=C2NC=CC2=C1 ZCBIFHNDZBSCEP-UHFFFAOYSA-N 0.000 claims description 8
- YPDHDSNSNZOPLI-UHFFFAOYSA-N 2,3-dimethyl-1h-indol-6-amine Chemical compound NC1=CC=C2C(C)=C(C)NC2=C1 YPDHDSNSNZOPLI-UHFFFAOYSA-N 0.000 claims description 8
- FLJPGEWQYJVDPF-UHFFFAOYSA-L caesium sulfate Chemical compound [Cs+].[Cs+].[O-]S([O-])(=O)=O FLJPGEWQYJVDPF-UHFFFAOYSA-L 0.000 claims description 8
- UWLICOAZFWOHBB-UHFFFAOYSA-N 2,3,4-trimethyl-1h-indol-6-amine Chemical compound NC1=CC(C)=C2C(C)=C(C)NC2=C1 UWLICOAZFWOHBB-UHFFFAOYSA-N 0.000 claims description 7
- LUNUNJFSHKSXGQ-UHFFFAOYSA-N 4-Aminoindole Chemical compound NC1=CC=CC2=C1C=CN2 LUNUNJFSHKSXGQ-UHFFFAOYSA-N 0.000 claims description 7
- SGNZYJXNUURYCH-UHFFFAOYSA-N 5,6-dihydroxyindole Chemical compound C1=C(O)C(O)=CC2=C1NC=C2 SGNZYJXNUURYCH-UHFFFAOYSA-N 0.000 claims description 7
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 claims description 7
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 claims description 7
- 229910052802 copper Inorganic materials 0.000 claims description 7
- 239000010949 copper Substances 0.000 claims description 7
- 229910052700 potassium Inorganic materials 0.000 claims description 7
- 239000011591 potassium Substances 0.000 claims description 7
- 229910052761 rare earth metal Inorganic materials 0.000 claims description 7
- 239000002453 shampoo Substances 0.000 claims description 7
- 229940098465 tincture Drugs 0.000 claims description 7
- KJWHNCIWSFQFCA-UHFFFAOYSA-N 2,3,4,5-tetramethyl-1h-indol-6-amine Chemical compound NC1=C(C)C(C)=C2C(C)=C(C)NC2=C1 KJWHNCIWSFQFCA-UHFFFAOYSA-N 0.000 claims description 6
- XNSWRDUVROVTII-UHFFFAOYSA-N 2,3,7-trimethyl-1h-indol-6-amine Chemical compound NC1=CC=C2C(C)=C(C)NC2=C1C XNSWRDUVROVTII-UHFFFAOYSA-N 0.000 claims description 6
- LJQYYLOZUJFNTE-UHFFFAOYSA-N 5-chloro-2,3-dimethyl-1h-indol-6-amine Chemical compound NC1=C(Cl)C=C2C(C)=C(C)NC2=C1 LJQYYLOZUJFNTE-UHFFFAOYSA-N 0.000 claims description 6
- OQEFDAKRDJAGNV-UHFFFAOYSA-N 5-ethyl-2,3-dimethyl-1h-indol-6-amine Chemical compound C1=C(N)C(CC)=CC2=C1NC(C)=C2C OQEFDAKRDJAGNV-UHFFFAOYSA-N 0.000 claims description 6
- WEUDJIISQHERIR-UHFFFAOYSA-N 6-amino-2,3-dimethyl-1h-indol-5-ol Chemical compound NC1=C(O)C=C2C(C)=C(C)NC2=C1 WEUDJIISQHERIR-UHFFFAOYSA-N 0.000 claims description 6
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims description 6
- ROOXNKNUYICQNP-UHFFFAOYSA-N ammonium peroxydisulfate Substances [NH4+].[NH4+].[O-]S(=O)(=O)OOS([O-])(=O)=O ROOXNKNUYICQNP-UHFFFAOYSA-N 0.000 claims description 6
- 229910052742 iron Inorganic materials 0.000 claims description 6
- NDVLTYZPCACLMA-UHFFFAOYSA-N silver oxide Chemical compound [O-2].[Ag+].[Ag+] NDVLTYZPCACLMA-UHFFFAOYSA-N 0.000 claims description 6
- WTFWZOSMUGZKNZ-UHFFFAOYSA-N 1H-indol-7-amine Chemical compound NC1=CC=CC2=C1NC=C2 WTFWZOSMUGZKNZ-UHFFFAOYSA-N 0.000 claims description 5
- OAIIKIWHCVTWKK-UHFFFAOYSA-N 2-methyl-1h-indol-6-amine Chemical compound C1=C(N)C=C2NC(C)=CC2=C1 OAIIKIWHCVTWKK-UHFFFAOYSA-N 0.000 claims description 5
- 239000012736 aqueous medium Substances 0.000 claims description 5
- KHIWWQKSHDUIBK-UHFFFAOYSA-N periodic acid Chemical compound OI(=O)(=O)=O KHIWWQKSHDUIBK-UHFFFAOYSA-N 0.000 claims description 5
- 230000000737 periodic effect Effects 0.000 claims description 5
- 239000004094 surface-active agent Substances 0.000 claims description 5
- HMOWERPAXOQSFI-UHFFFAOYSA-N 2,3,5-trimethyl-1h-indol-6-amine Chemical compound NC1=C(C)C=C2C(C)=C(C)NC2=C1 HMOWERPAXOQSFI-UHFFFAOYSA-N 0.000 claims description 4
- DPUGCFBTWBSNDC-UHFFFAOYSA-N 2,3-dimethyl-1h-indol-4-amine Chemical compound C1=CC(N)=C2C(C)=C(C)NC2=C1 DPUGCFBTWBSNDC-UHFFFAOYSA-N 0.000 claims description 4
- SRBIHKSWFZJZFZ-UHFFFAOYSA-N 2,3-dimethyl-1h-indol-7-amine Chemical compound C1=CC=C2C(C)=C(C)NC2=C1N SRBIHKSWFZJZFZ-UHFFFAOYSA-N 0.000 claims description 4
- BXEBVNVYHDWTBN-UHFFFAOYSA-N 3-ethyl-2-methyl-1h-indol-6-amine Chemical compound NC1=CC=C2C(CC)=C(C)NC2=C1 BXEBVNVYHDWTBN-UHFFFAOYSA-N 0.000 claims description 4
- AKSRBVBAIYFYLR-UHFFFAOYSA-N 3-ethyl-2-methyl-1h-indol-7-amine Chemical compound C1=CC=C2C(CC)=C(C)NC2=C1N AKSRBVBAIYFYLR-UHFFFAOYSA-N 0.000 claims description 4
- LWNAGZSIBQLHCV-UHFFFAOYSA-N 5-amino-2,3-dimethyl-1h-indol-6-ol Chemical compound OC1=C(N)C=C2C(C)=C(C)NC2=C1 LWNAGZSIBQLHCV-UHFFFAOYSA-N 0.000 claims description 4
- FRUAWLMMGDBORC-UHFFFAOYSA-N 5-methoxy-2,3-dimethyl-1h-indol-6-amine Chemical compound C1=C(N)C(OC)=CC2=C1NC(C)=C2C FRUAWLMMGDBORC-UHFFFAOYSA-N 0.000 claims description 4
- CZIMPBLCHLCNIW-UHFFFAOYSA-N 6-amino-2-methyl-1h-indol-5-ol Chemical compound OC1=C(N)C=C2NC(C)=CC2=C1 CZIMPBLCHLCNIW-UHFFFAOYSA-N 0.000 claims description 4
- HCEMKGQZGFMWEJ-UHFFFAOYSA-N 6-methoxy-2,3-dimethyl-1h-indol-5-amine Chemical compound C1=C(N)C(OC)=CC2=C1C(C)=C(C)N2 HCEMKGQZGFMWEJ-UHFFFAOYSA-N 0.000 claims description 4
- 239000005708 Sodium hypochlorite Substances 0.000 claims description 4
- 239000000443 aerosol Substances 0.000 claims description 4
- 229910001870 ammonium persulfate Inorganic materials 0.000 claims description 4
- 125000004429 atom Chemical group 0.000 claims description 4
- YADSGOSSYOOKMP-UHFFFAOYSA-N dioxolead Chemical compound O=[Pb]=O YADSGOSSYOOKMP-UHFFFAOYSA-N 0.000 claims description 4
- CFRRQTCJDBVMJF-UHFFFAOYSA-N ethyl 6-amino-1h-indole-2-carboxylate Chemical compound C1=C(N)C=C2NC(C(=O)OCC)=CC2=C1 CFRRQTCJDBVMJF-UHFFFAOYSA-N 0.000 claims description 4
- 239000006260 foam Substances 0.000 claims description 4
- 229910052736 halogen Inorganic materials 0.000 claims description 4
- 150000002367 halogens Chemical class 0.000 claims description 4
- 150000002500 ions Chemical class 0.000 claims description 4
- FYOXZNFGZDHMLO-UHFFFAOYSA-N n-methyl-1h-indol-4-amine Chemical compound CNC1=CC=CC2=C1C=CN2 FYOXZNFGZDHMLO-UHFFFAOYSA-N 0.000 claims description 4
- UEESXYFZHDVDQK-UHFFFAOYSA-N n-methyl-1h-indol-6-amine Chemical compound CNC1=CC=C2C=CNC2=C1 UEESXYFZHDVDQK-UHFFFAOYSA-N 0.000 claims description 4
- 239000002304 perfume Substances 0.000 claims description 4
- 150000002978 peroxides Chemical class 0.000 claims description 4
- 239000012286 potassium permanganate Substances 0.000 claims description 4
- SUKJFIGYRHOWBL-UHFFFAOYSA-N sodium hypochlorite Chemical compound [Na+].Cl[O-] SUKJFIGYRHOWBL-UHFFFAOYSA-N 0.000 claims description 4
- QGJCWKNNWOVPTJ-UHFFFAOYSA-N 2-methyl-1h-indole-5,6-diol Chemical compound OC1=C(O)C=C2NC(C)=CC2=C1 QGJCWKNNWOVPTJ-UHFFFAOYSA-N 0.000 claims description 3
- YFTGOBNOJKXZJC-UHFFFAOYSA-N 5,6-dihydroxyindole-2-carboxylic acid Chemical compound OC1=C(O)C=C2NC(C(=O)O)=CC2=C1 YFTGOBNOJKXZJC-UHFFFAOYSA-N 0.000 claims description 3
- 230000002378 acidificating effect Effects 0.000 claims description 3
- 239000002671 adjuvant Substances 0.000 claims description 3
- 150000001412 amines Chemical class 0.000 claims description 3
- 125000003277 amino group Chemical group 0.000 claims description 3
- 239000004067 bulking agent Substances 0.000 claims description 3
- 150000001805 chlorine compounds Chemical class 0.000 claims description 3
- 230000003750 conditioning effect Effects 0.000 claims description 3
- 239000006071 cream Substances 0.000 claims description 3
- 239000002270 dispersing agent Substances 0.000 claims description 3
- 150000002193 fatty amides Chemical class 0.000 claims description 3
- 239000000499 gel Substances 0.000 claims description 3
- 239000006210 lotion Substances 0.000 claims description 3
- WPBNNNQJVZRUHP-UHFFFAOYSA-L manganese(2+);methyl n-[[2-(methoxycarbonylcarbamothioylamino)phenyl]carbamothioyl]carbamate;n-[2-(sulfidocarbothioylamino)ethyl]carbamodithioate Chemical compound [Mn+2].[S-]C(=S)NCCNC([S-])=S.COC(=O)NC(=S)NC1=CC=CC=C1NC(=S)NC(=O)OC WPBNNNQJVZRUHP-UHFFFAOYSA-L 0.000 claims description 3
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 claims description 3
- 239000003352 sequestering agent Substances 0.000 claims description 3
- 229910001923 silver oxide Inorganic materials 0.000 claims description 3
- 239000013598 vector Substances 0.000 claims description 3
- LPEKGGXMPWTOCB-UHFFFAOYSA-N 8beta-(2,3-epoxy-2-methylbutyryloxy)-14-acetoxytithifolin Natural products COC(=O)C(C)O LPEKGGXMPWTOCB-UHFFFAOYSA-N 0.000 claims description 2
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 claims description 2
- 150000000703 Cerium Chemical class 0.000 claims description 2
- LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical class COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 claims description 2
- 229910052692 Dysprosium Inorganic materials 0.000 claims description 2
- 229910052693 Europium Inorganic materials 0.000 claims description 2
- 239000012028 Fenton's reagent Substances 0.000 claims description 2
- 229910052688 Gadolinium Inorganic materials 0.000 claims description 2
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 claims description 2
- PVNIIMVLHYAWGP-UHFFFAOYSA-N Niacin Chemical compound OC(=O)C1=CC=CN=C1 PVNIIMVLHYAWGP-UHFFFAOYSA-N 0.000 claims description 2
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 claims description 2
- 229910052769 Ytterbium Inorganic materials 0.000 claims description 2
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 claims description 2
- 229910052792 caesium Inorganic materials 0.000 claims description 2
- TVFDJXOCXUVLDH-UHFFFAOYSA-N caesium atom Chemical compound [Cs] TVFDJXOCXUVLDH-UHFFFAOYSA-N 0.000 claims description 2
- 229910052791 calcium Inorganic materials 0.000 claims description 2
- 239000011575 calcium Substances 0.000 claims description 2
- 239000003153 chemical reaction reagent Substances 0.000 claims description 2
- 229910017052 cobalt Inorganic materials 0.000 claims description 2
- 239000010941 cobalt Substances 0.000 claims description 2
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 claims description 2
- SZXQTJUDPRGNJN-UHFFFAOYSA-N dipropylene glycol Chemical compound OCCCOCCCO SZXQTJUDPRGNJN-UHFFFAOYSA-N 0.000 claims description 2
- ODQWQRRAPPTVAG-GZTJUZNOSA-N doxepin Chemical compound C1OC2=CC=CC=C2C(=C/CCN(C)C)/C2=CC=CC=C21 ODQWQRRAPPTVAG-GZTJUZNOSA-N 0.000 claims description 2
- KBQHZAAAGSGFKK-UHFFFAOYSA-N dysprosium atom Chemical compound [Dy] KBQHZAAAGSGFKK-UHFFFAOYSA-N 0.000 claims description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 2
- OGPBJKLSAFTDLK-UHFFFAOYSA-N europium atom Chemical compound [Eu] OGPBJKLSAFTDLK-UHFFFAOYSA-N 0.000 claims description 2
- UIWYJDYFSGRHKR-UHFFFAOYSA-N gadolinium atom Chemical compound [Gd] UIWYJDYFSGRHKR-UHFFFAOYSA-N 0.000 claims description 2
- MGZTXXNFBIUONY-UHFFFAOYSA-N hydrogen peroxide;iron(2+);sulfuric acid Chemical compound [Fe+2].OO.OS(O)(=O)=O MGZTXXNFBIUONY-UHFFFAOYSA-N 0.000 claims description 2
- 229910052746 lanthanum Inorganic materials 0.000 claims description 2
- FZLIPJUXYLNCLC-UHFFFAOYSA-N lanthanum atom Chemical compound [La] FZLIPJUXYLNCLC-UHFFFAOYSA-N 0.000 claims description 2
- 239000011777 magnesium Substances 0.000 claims description 2
- 229910052749 magnesium Inorganic materials 0.000 claims description 2
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 2
- 229940057867 methyl lactate Drugs 0.000 claims description 2
- 229910052709 silver Inorganic materials 0.000 claims description 2
- 239000004332 silver Substances 0.000 claims description 2
- AQLJVWUFPCUVLO-UHFFFAOYSA-N urea hydrogen peroxide Chemical compound OO.NC(N)=O AQLJVWUFPCUVLO-UHFFFAOYSA-N 0.000 claims description 2
- NAWDYIZEMPQZHO-UHFFFAOYSA-N ytterbium Chemical compound [Yb] NAWDYIZEMPQZHO-UHFFFAOYSA-N 0.000 claims description 2
- 229910052725 zinc Inorganic materials 0.000 claims description 2
- 239000011701 zinc Substances 0.000 claims description 2
- 229910052783 alkali metal Inorganic materials 0.000 claims 5
- 150000001340 alkali metals Chemical class 0.000 claims 5
- ODOJPFQQFJVNMD-UHFFFAOYSA-N 1-methylindol-4-amine Chemical compound C1=CC=C2N(C)C=CC2=C1N ODOJPFQQFJVNMD-UHFFFAOYSA-N 0.000 claims 3
- BLRHMMGNCXNXJL-UHFFFAOYSA-N 1-methylindole Chemical compound C1=CC=C2N(C)C=CC2=C1 BLRHMMGNCXNXJL-UHFFFAOYSA-N 0.000 claims 3
- MRBCJYBSVUJBOX-UHFFFAOYSA-N 3-methyl-1h-indol-6-amine Chemical compound NC1=CC=C2C(C)=CNC2=C1 MRBCJYBSVUJBOX-UHFFFAOYSA-N 0.000 claims 3
- NVTAPSGYTBQTAQ-UHFFFAOYSA-N 6-amino-1h-indole-2-carboxylic acid Chemical compound NC1=CC=C2C=C(C(O)=O)NC2=C1 NVTAPSGYTBQTAQ-UHFFFAOYSA-N 0.000 claims 3
- DKGAVHZHDRPRBM-UHFFFAOYSA-N Tert-Butanol Chemical compound CC(C)(C)O DKGAVHZHDRPRBM-UHFFFAOYSA-N 0.000 claims 3
- 150000004694 iodide salts Chemical class 0.000 claims 3
- VAZSKTXWXKYQJF-UHFFFAOYSA-N ammonium persulfate Chemical compound [NH4+].[NH4+].[O-]S(=O)OOS([O-])=O VAZSKTXWXKYQJF-UHFFFAOYSA-N 0.000 claims 2
- POAOYUHQDCAZBD-UHFFFAOYSA-N 2-butoxyethanol Chemical compound CCCCOCCO POAOYUHQDCAZBD-UHFFFAOYSA-N 0.000 claims 1
- JHWIEAWILPSRMU-UHFFFAOYSA-N 2-methyl-3-pyrimidin-4-ylpropanoic acid Chemical compound OC(=O)C(C)CC1=CC=NC=N1 JHWIEAWILPSRMU-UHFFFAOYSA-N 0.000 claims 1
- JABOVQWKZHBGCS-UHFFFAOYSA-N acetic acid;ethane-1,2-diol;ethoxyethane Chemical compound CC(O)=O.OCCO.CCOCC JABOVQWKZHBGCS-UHFFFAOYSA-N 0.000 claims 1
- 229910052782 aluminium Inorganic materials 0.000 claims 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 claims 1
- OZECDDHOAMNMQI-UHFFFAOYSA-H cerium(3+);trisulfate Chemical class [Ce+3].[Ce+3].[O-]S([O-])(=O)=O.[O-]S([O-])(=O)=O.[O-]S([O-])(=O)=O OZECDDHOAMNMQI-UHFFFAOYSA-H 0.000 claims 1
- 229910000464 lead oxide Inorganic materials 0.000 claims 1
- 229910003002 lithium salt Inorganic materials 0.000 claims 1
- 159000000002 lithium salts Chemical class 0.000 claims 1
- 150000001455 metallic ions Chemical class 0.000 claims 1
- YEXPOXQUZXUXJW-UHFFFAOYSA-N oxolead Chemical compound [Pb]=O YEXPOXQUZXUXJW-UHFFFAOYSA-N 0.000 claims 1
- 210000004209 hair Anatomy 0.000 abstract description 65
- 238000004458 analytical method Methods 0.000 description 50
- 239000000047 product Substances 0.000 description 34
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 33
- 238000002360 preparation method Methods 0.000 description 31
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 21
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 21
- 239000000975 dye Substances 0.000 description 19
- NLKNQRATVPKPDG-UHFFFAOYSA-M potassium iodide Inorganic materials [K+].[I-] NLKNQRATVPKPDG-UHFFFAOYSA-M 0.000 description 14
- 229920000663 Hydroxyethyl cellulose Polymers 0.000 description 11
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- HYQLHYQHXBSNIX-UHFFFAOYSA-N n-(5-amino-2,3-dimethylphenyl)acetamide Chemical compound CC(=O)NC1=CC(N)=CC(C)=C1C HYQLHYQHXBSNIX-UHFFFAOYSA-N 0.000 description 1
- KVTQSFAUWXNUGN-UHFFFAOYSA-N n-(5-amino-2-chlorophenyl)acetamide Chemical compound CC(=O)NC1=CC(N)=CC=C1Cl KVTQSFAUWXNUGN-UHFFFAOYSA-N 0.000 description 1
- IZZADIFXXSGRSB-UHFFFAOYSA-N n-(5-amino-2-ethylphenyl)acetamide Chemical compound CCC1=CC=C(N)C=C1NC(C)=O IZZADIFXXSGRSB-UHFFFAOYSA-N 0.000 description 1
- RIUFULUQKXRLAX-UHFFFAOYSA-N n-(5-chloro-2,3-dimethyl-1h-indol-6-yl)acetamide Chemical compound C1=C(Cl)C(NC(=O)C)=CC2=C1C(C)=C(C)N2 RIUFULUQKXRLAX-UHFFFAOYSA-N 0.000 description 1
- 150000002823 nitrates Chemical class 0.000 description 1
- HLNRBHDRGMNBEG-UHFFFAOYSA-N nitrous acid Chemical compound ON=O.ON=O HLNRBHDRGMNBEG-UHFFFAOYSA-N 0.000 description 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 229910052763 palladium Inorganic materials 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 229940068886 polyethylene glycol 300 Drugs 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 159000000001 potassium salts Chemical class 0.000 description 1
- 239000004540 pour-on Substances 0.000 description 1
- 230000002335 preservative effect Effects 0.000 description 1
- 239000003380 propellant Substances 0.000 description 1
- 239000012429 reaction media Substances 0.000 description 1
- 230000001603 reducing effect Effects 0.000 description 1
- 230000002441 reversible effect Effects 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- HAAYBYDROVFKPU-UHFFFAOYSA-N silver;azane;nitrate Chemical compound N.N.[Ag+].[O-][N+]([O-])=O HAAYBYDROVFKPU-UHFFFAOYSA-N 0.000 description 1
- 239000010802 sludge Substances 0.000 description 1
- 235000015424 sodium Nutrition 0.000 description 1
- 235000019812 sodium carboxymethyl cellulose Nutrition 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000011877 solvent mixture Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 229910052712 strontium Inorganic materials 0.000 description 1
- CIOAGBVUUVVLOB-UHFFFAOYSA-N strontium atom Chemical compound [Sr] CIOAGBVUUVVLOB-UHFFFAOYSA-N 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 239000011975 tartaric acid Substances 0.000 description 1
- 235000002906 tartaric acid Nutrition 0.000 description 1
- 125000002088 tosyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1C([H])([H])[H])S(*)(=O)=O 0.000 description 1
- 238000007070 tosylation reaction Methods 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 239000000230 xanthan gum Substances 0.000 description 1
- 235000010493 xanthan gum Nutrition 0.000 description 1
- 229920001285 xanthan gum Polymers 0.000 description 1
- 229940082509 xanthan gum Drugs 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
- A61Q5/10—Preparations for permanently dyeing the hair
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
- A61K8/4906—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom
- A61K8/4913—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom having five membered rings, e.g. pyrrolidone carboxylic acid
- A61K8/492—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom having five membered rings, e.g. pyrrolidone carboxylic acid having condensed rings, e.g. indol
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Birds (AREA)
- Epidemiology (AREA)
- Cosmetics (AREA)
- Indole Compounds (AREA)
- Coloring (AREA)
Applications Claiming Priority (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR8913788 | 1989-10-20 | ||
FR8913788A FR2653332A1 (fr) | 1989-10-20 | 1989-10-20 | Procedes de teinture des fibres keratiniques avec des amino indoles, compositions et dispositifs de mise en óoeuvre. |
FR9003436 | 1990-03-16 | ||
FR9003436A FR2659552B2 (fr) | 1989-10-20 | 1990-03-16 | Procede de teinture des fibres keratiniques avec des aminoindoles, composition et dispositif de mise en óoeuvre. |
Publications (1)
Publication Number | Publication Date |
---|---|
CA2028046A1 true CA2028046A1 (fr) | 1991-04-21 |
Family
ID=26227614
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CA002028046A Abandoned CA2028046A1 (fr) | 1989-10-20 | 1990-10-19 | Procedes de teinture des fibres keratiniques avec des amino, indoles, compositions et dispositifs de mise en oeuvre |
Country Status (11)
Country | Link |
---|---|
EP (1) | EP0425345B1 (zh) |
JP (1) | JPH03193724A (zh) |
KR (1) | KR910007499A (zh) |
CN (1) | CN1051669A (zh) |
AT (1) | ATE111343T1 (zh) |
AU (1) | AU652346B2 (zh) |
BR (1) | BR9005287A (zh) |
CA (1) | CA2028046A1 (zh) |
DE (1) | DE69012506T2 (zh) |
ES (1) | ES2058852T3 (zh) |
FR (1) | FR2659552B2 (zh) |
Families Citing this family (19)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2674431A1 (fr) * | 1991-03-28 | 1992-10-02 | Oreal | Procede de teinture des fibres keratiniques avec des aminoindoles, a ph acide et compositions mises en óoeuvre. |
US5752982A (en) * | 1991-03-28 | 1998-05-19 | L'oreal | Methods for dyeing keratinous fibers with compositions which contain aminoindole couplers, oxidation dye precursors, and oxidizing agents at acid pHs |
US5938792A (en) * | 1991-04-18 | 1999-08-17 | L'oreal | Process for dyeing keratinous fibers with aminoindoles and oxidation dye precursors at basic Ph's and dyeing agents |
FR2675380A1 (fr) * | 1991-04-18 | 1992-10-23 | Oreal | Procede de teinture des fibres keratiniques avec des aminoindoles, a ph basique, compositions mises en óoeuvre et nouveaux composes. |
AU4105993A (en) * | 1992-04-29 | 1993-11-29 | Bristol-Myers Squibb Company | Hair dyeing compositions comprised of 5,6-dihydroxyindole and a chlorite oxidant and methods of dyeing therewith |
FR2692782B1 (fr) * | 1992-06-25 | 1995-06-23 | Oreal | Procede de teinture des fibres keratiniques avec des derives indoliques ou indoliniques, du peroxyde d'hydrogene et une peroxydase. |
FR2722687A1 (fr) * | 1994-07-22 | 1996-01-26 | Oreal | Utilisation de gomme de guar dans des compositionsnon rincees pour la teinture des fibres keratiniques et procede de teinture |
US5792220A (en) * | 1997-05-16 | 1998-08-11 | Bristol-Myers Squibb Company | Dyeing hair with melanin procursors in the presence of iodate and peroxide |
US20100074949A1 (en) | 2008-08-13 | 2010-03-25 | William Rowe | Pharmaceutical composition and administration thereof |
JP2004123759A (ja) * | 2004-01-13 | 2004-04-22 | Kao Corp | 染毛剤組成物 |
DK1773816T3 (en) * | 2004-06-24 | 2015-01-26 | Vertex Pharma | Modulators of ATP-binding cassette transporters |
JP5409010B2 (ja) | 2005-12-28 | 2014-02-05 | バーテックス ファーマシューティカルズ インコーポレイテッド | N−[2,4−ビス(1,1−ジメチルエチル)−5−ヒドロキシフェニル]−1,4−ジヒドロ−4−オキソキノリン−3−カルボキサミドの固体形態 |
MX368368B (es) * | 2007-08-17 | 2019-09-30 | Lg Chemical Ltd | Compuestos de indol e indazol como un inhibidor de necrosis celular. |
NZ624460A (en) | 2009-03-20 | 2015-12-24 | Vertex Pharma | Process for making modulators of cystic fibrosis transmembrane conductance regulator |
FR2968970B1 (fr) | 2010-12-17 | 2021-09-03 | Oreal | Composition tinctoriale comprenant au moins 4 precurseurs de coloration dont au moins une base d'oxydation et au moins un coupleur |
FR2968963B1 (fr) | 2010-12-17 | 2013-04-12 | Oreal | Composition tinctoriale comprenant une base d'oxydation para-phenylene diamine secondaire et un coupleur 4-amino indole |
FR2969151B1 (fr) | 2010-12-17 | 2016-11-04 | Oreal | Derives du 4-amino et leur utilisation pour la coloration d'oxydation des fibres keratiniques. |
CN104470518A (zh) | 2012-02-27 | 2015-03-25 | 沃泰克斯药物股份有限公司 | 药物组合物及其施用 |
CA2963945C (en) | 2014-10-07 | 2023-01-10 | Vertex Pharmaceuticals Incorporated | Co-crystals of modulators of cystic fibrosis transmembrane conductance regulator |
Family Cites Families (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4013404A (en) * | 1970-12-06 | 1977-03-22 | American Cyanamid Company | Method of dyeing hair with indolines, indoles and indazoles |
US4776857A (en) * | 1986-11-21 | 1988-10-11 | Repligen Corporation | Use of hydroxylated indoles as dye precursors |
LU87086A1 (fr) * | 1987-12-18 | 1989-07-07 | Oreal | Procede de teinture des fibres keratiniques avec des colorants d'oxydation associes au 5,6-dihydroxyindole et a un iodure et composition tinctoriale mise en oeuvre |
LU87113A1 (fr) * | 1988-01-26 | 1989-08-30 | Oreal | Procede de teinture des fibres keratiniques et composition de teinture mettant en oeuvre du 5,6-dihydroxyindole,un colorant quinonique et iodure |
LU87256A1 (fr) * | 1988-06-21 | 1990-02-28 | Oreal | Procedes de teinture de fibres keratiniques a base de 5,6-dihydroxyindole et d'au moins un sel de terre rare et compositions de mise en oeuvre |
-
1990
- 1990-03-16 FR FR9003436A patent/FR2659552B2/fr not_active Expired - Lifetime
- 1990-10-18 EP EP90402927A patent/EP0425345B1/fr not_active Expired - Lifetime
- 1990-10-18 ES ES90402927T patent/ES2058852T3/es not_active Expired - Lifetime
- 1990-10-18 AT AT90402927T patent/ATE111343T1/de not_active IP Right Cessation
- 1990-10-18 DE DE69012506T patent/DE69012506T2/de not_active Expired - Fee Related
- 1990-10-19 AU AU64790/90A patent/AU652346B2/en not_active Ceased
- 1990-10-19 KR KR1019900016721A patent/KR910007499A/ko not_active Application Discontinuation
- 1990-10-19 CA CA002028046A patent/CA2028046A1/fr not_active Abandoned
- 1990-10-19 BR BR909005287A patent/BR9005287A/pt unknown
- 1990-10-19 JP JP2281749A patent/JPH03193724A/ja active Pending
- 1990-10-20 CN CN90109508A patent/CN1051669A/zh active Pending
Also Published As
Publication number | Publication date |
---|---|
JPH03193724A (ja) | 1991-08-23 |
CN1051669A (zh) | 1991-05-29 |
DE69012506T2 (de) | 1995-01-12 |
EP0425345B1 (fr) | 1994-09-14 |
ATE111343T1 (de) | 1994-09-15 |
FR2659552A2 (fr) | 1991-09-20 |
FR2659552B2 (fr) | 1994-11-04 |
EP0425345A1 (fr) | 1991-05-02 |
BR9005287A (pt) | 1991-09-17 |
AU652346B2 (en) | 1994-08-25 |
ES2058852T3 (es) | 1994-11-01 |
KR910007499A (ko) | 1991-05-30 |
AU6479090A (en) | 1991-04-26 |
DE69012506D1 (de) | 1994-10-20 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
EEER | Examination request | ||
FZDE | Discontinued |